let's be absolutely clear about this from someone who has lived here for 25 years. You can enter Thailand as a tourist on a 45 day exempt entry by just showing your passport when you walk through immigration. You don't apply for anything online. You don't have to prove where you're staying. Technically they could ask you to show that you have 20,000 Baht and an onward plane ticket back to the States but personally that has never happened to me in all these years. I think you can be confident from what you have heard here that you just need to get on a plane and get here. Enough already!
seriously? This sounds too complicated for you. I think it would be better if you stayed in the US and took a vacation there. I'm wondering how many people it's going to take to convince you that you just walk in with your passport and get stamped in for 45 days. 😃
although I now have a Thai driving license, I had been driving on my British license in Thailand for about 10 years when I had an accident. Someone drove into the side of my car and totaled two doors which had to be replaced along with expensive body work. I showed the insurance company my British license and they didn't bat an eyelid and paid for every single baht of the damage which was around 50,000 baht.
it's not an extension, it's a new Visa. A few days before your non-visa 30-day exemption expires go to immigration and apply for a non-o visa which is valid for 3 months. Tell them you want to convert your 30 day entry to a non-o visa and then convert that after 2 months which is how long you will have to have the money in the account for a minimum to a one-year retirement extension.